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Addition of phthalimidonitrene to acetylenic fatty acid esters: Synthesis of long‐chain 2‐phthalimido‐2H‐azirines
Author(s) -
Ansari M. H.,
Ahmad F.,
Ahmad M.
Publication year - 1986
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02676130
Subject(s) - chemistry , fatty acid , azirine , carbon chain , organic chemistry , stereochemistry , ring (chemistry)
Lead tetraacetate (LTA) oxidations of N‐aminophthalimide in the presence of acetylenic fatty acid esters have resulted in the formation of corresponding 1H‐azirines that spontaneously rearranged to give 2H‐azirines in moderate yields. 2H‐Azirine derivatives (IV, V and VI) of acetylenic fatty acid esters, methyl 10‐undecynoate (I), methyl 9‐undecynoate (II) and methyl 9‐octadecynoate (III), respectively, have been prepared and characterized with the help of spectral and micro analyses.